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P73404

Sigma-Aldrich

Pyrrole-2-carboxaldehyde

98%

Synonym(s):

2-Formylpyrrole

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About This Item

Empirical Formula (Hill Notation):
C5H5NO
CAS Number:
1003-29-8
Molecular Weight:
95.10
Beilstein:
105745
EC Number:
213-705-5
MDL number:
MFCD00005217
UNSPSC Code:
12352100
PubChem Substance ID:
24898842
NACRES:
NA.22

Assay

98%

form

crystals

bp

217-219 °C (lit.)

mp

43-46 °C (lit.)

storage temp.

2-8°C

SMILES string

[H]C(=O)c1ccc[nH]1

InChI

1S/C5H5NO/c7-4-5-2-1-3-6-5/h1-4,6H

InChI key

ZSKGQVFRTSEPJT-UHFFFAOYSA-N

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General description

Pyrrole-2-carboxaldehydesis a heterocyclic building blocks characterized by a pyrrole ring with a formylgroup attached at the 2-position used in the production of various biologicallyactive compounds. Highly functionalized pyrrole-2-carboxaldehydes have beenutilized as an intermediate in the creation of oligopyrrole macrocycles.

Application


  • Pyrimidine-based functional fluorescent organic nanoparticle probe for detection of Pseudomonas aeruginosa.: This study used pyrrole-2-carboxaldehyde to develop a fluorescent nanoparticle probe based on pyrimidine for detecting Pseudomonas aeruginosa, enhancing diagnostic capabilities in microbiology (Kaur G et al., 2015).


Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

224.6 °F - closed cup

Flash Point(C)

107 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

P73404-100G:
P73404-5G:
P73404-25G:
P73404-BULK:
P73404-VAR:

Certificates of Analysis (COA)

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Michiko Kimoto et al.
Nucleic acids research, 35(16), 5360-5369 (2007-08-19)
Fluorescent labeling of nucleic acids is widely used in basic research and medical applications. We describe the efficient site-specific incorporation of a fluorescent base analog, 2-amino-6-(2-thienyl)purine (s), into RNA by transcription mediated by an unnatural base pair between s and
Takumi Ishizuka et al.
Chemical communications (Cambridge, England), 48(88), 10835-10837 (2012-10-04)
Toward new biotechnology by genetic alphabet expansion, we developed an efficient site-specific labeling method for large RNA molecules. The combination of unnatural base pair transcription and post-transcriptional modification by click chemistry enables simple RNA labeling with a wide variety of
Corey A Rice et al.
The Journal of chemical physics, 126(13), 134313-134313 (2007-04-14)
Intermolecular interactions relevant for antiparallel beta-sheet formation between peptide strands are studied by Fourier transform infrared spectroscopy of the low temperature, vacuum-isolated model compound pyrrole-2-carboxaldehyde and its dimer in the N-H and C=O stretching range. Comparison to quantum chemical predictions
Tsuneo Mitsui et al.
Journal of the American Chemical Society, 125(18), 5298-5307 (2003-05-02)
An unnatural hydrophobic base, pyrrole-2-carbaldehyde (denoted as Pa), was developed as a specific pairing partner of 9-methylimidazo[(4,5)-b]pyridine (Q). The Q base is known to pair with 2,4-difluorotoluene (F) as an isostere of the A-T pair, and F also pairs with
Yasushi Hikida et al.
Nature protocols, 5(7), 1312-1323 (2010-07-03)
Methods for fluorescent probing at a defined position of RNA provide powerful tools for analyzing the local structural conformation of functional RNA molecules by tracking fluorescence changes. In this article, we describe the site-specific fluorescent probing of RNA by transcription
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